The perfect Hawaii honeymoon itinerary

Day 1: Honolulu

Spend your first day of your Hawaii vacation getting to know Honolulu and the famed Waikiki Beach, with its waterfront bars and restaurants.

Explore Chinatown and its art galleries before finishing with a touch of culture and history at the Pearl Harbor Museum

In the evening, stroll hand in hand along the sand listening to the sound of the waves crashing, or head over to the Hilton Hawaiian Village for the weekly firework extravaganza

Where to stay: While in Oahu, choose between the elegant 5-star Kahala Hotel and Resort, located far enough outside of Honolulu to be tranquil and quiet, but close enough for trips to Waikiki Beach and its beachfront bars. Or, head a little further out to the North Shore and check into Ocean Villas at Turtle Bay, with its sea views and palm-fringed lawns leading to a private beach.

Transportation: Rent a car in Oahu as part of a Hawaii package deal to get out and experience the island’s natural beauty and remote, uncrowded beaches – both today and tomorrow.

Day 2: Hit the Beach

From Honolulu, it’s a little over 20 minutes’ drive southwest to Hanauma Bay, famed for its incredible snorkeling. About 30 minutes’ drive northwest is Waimanalo, the island’s longest beach where you can try surfing on a traditional outrigger canoe.

In the evening, there is nothing more Hawaiian – or more romantic – than listening to live music and watching a hula dance at sunset. In Waikiki, there’s a free Kuhio Beach Hula Show held three times a week at the Hula Mound along Kalakaua Ave.

Day 3: Driving Tour

We suggest heading for the Windward Coast first; it’s just a 30-minute drive east from Honolulu but feels a world away. There’s enough to do in this area to fill a whole day; however, you could also spend just a few hours here then drive another 50 minutes to Hawaii’s North Shore, known for its surfing and laidback atmosphere.

From Honolulu, hit the Pali Highway that winds east through the Koolau mountain range. After about 15 minutes, you will reach the Nuuanu Pali Lookout. Pause here for dazzling views

Just below the lookout is a hidden gem, the Likeke Falls. You can get to this two-tiered beauty by taking a 10-15 minute hike up from the Ko’olau Golf Course parking lot, which is just a 10-minute drive from the Pali Lookout

Drive east on the Pali Highway for just over 15 minutes to reach the spectacular natural beauty of the Windward Coast and Kailua Beach

Stay in the town of Kailua to swim, surf and go on the Pillbox Hike. At sunset, head back to Honolulu for dinner or end your day with an unforgettable horse ride along Kailua’s North Beach at sunset

Spend the morning settling into your hotel, lounging by the pool and gazing at the far-reaching sea views

In the afternoon, hop in your rental car to cruise along the magnificent Hana Highway. Stop at the lookouts for romantic views, pass by coursing waterfalls including the beautiful Wailua Falls, and be sure to stop for a swim at Pailoa Bay, a black sand beach with a lava tube

In the evening, join a luau and sample kālua pua'a, a traditional meal of roasted pork cooked in an underground oven. Choices for luau include Old Lahaina Lu’au and the Grand Wailea Lū’au

Day 5: Maui

You will need a car to travel from your hotel to the starting points of these guided adventures, so we recommend renting a car for your daytrip around Maui.

Makena Beach is one of Maui’s most picturesque beaches – and it’s where you can begin a guided kayaking tour. Spend the morning paddling above the reef, which is protected by two lava walls. Keep watch for green sea turtles, Hawaiian spinner dolphins and maybe even monk seals

Head back to dry land for a short trip over to Ukumehame Beach Park where you can try your hand at a couples’ surf lesson

For your last night, we recommend a sunset cruise with one of the many companies that depart from nearby Maalaea harbor to end your 5-day getaway. In the evening, catch a flight from Maui back to Oahu to make your connection home.

Our family of 6 stayed in two adjoining rooms in the Tapa Tower for six nights on a last-second trip, which coincided with the State of Hawaii's response to COVID-19. As a result, there were certain activities we were unable to enjoy during our trip, such as eating in restaurants during the last ...

Reviewed on Mar 23, 2020

Guests of Hilton Hawaiian Village Waikiki Beach Resort have access to a full-service spa, 5 outdoor pools, and a fitness center. Parking is available for USD ...

More to Explore for Hawaii

^Savings based on all package bookings with Flight + Hotel made on Orbitz.com from January 1, 2019 to December 31, 2019 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.